The revelation of 90 Day: The Last Resort star Josh Weinstein’s new romantic partner has stirred quite a buzz, confirming rumors that he is indeed dating 90 Day Fiancé alum Jen Potthast. This relationship was unveiled during part four of the much-anticipated reunion special, where Jen joined the conversation via video call from her home.
Josh has been a familiar face within the 90 Day franchise, previously entangled with Natalie Mordovtseva. Natalie appeared in several seasons of 90 Day Fiancé and its spin-offs, initially with her ex-husband Mike Youngquist, followed by her stint as Josh’s partner on 90 Day: The Single Life and 90 Day: The Last Resort. However, their relationship faced many hurdles, ultimately leading to their breakup during season two of the current show.
A New Chapter for Josh and Jen
Navigating Their Relationship Without Labels




The relationship between Josh and Jen, while seeming sudden, has deeper roots; they have been family friends for several years. Their connection is reminiscent of past crossover romances within the franchise, such as Jamal Menzies’ relationship with Veronica Rodriguez, which bloomed from different 90 Day series. However, their shift from one partner within the franchise to another has certainly garnered scrutiny.
History Beyond Reality TV
A Background Linked by Family

Custom Image by César García
Josh’s relationship with Jen predates their appearance on 90 Day television. During the reunion, Josh shared that he’s known Jen and her family socially for many years. Jen echoed this sentiment, noting that her sister, Elizabeth “Libby” Castravet, and their mother had previously collaborated with Josh in the entertainment industry, where both he and Libby have career ties.
Meeting outside the confines of reality TV may provide a healthier foundation for their relationship. Viewers might find it less questionable given that both individuals have roots in the franchise without having been the central figures.
Reality TV Degrees of Separation
Navigating Double-Edged Fame

Both Josh and Jen have occupied the roles of supporting characters in their respective reality series. While Josh’s involvement was primarily through his relationship with Natalie, Jen gained recognition as Libby’s sister, capturing viewer interest during the series’ exploration of the K1 Visa journey that Libby and her husband, Andrei Castravet, undertook.
Given their lesser roles, the public tends to question whether their newfound romance stems from genuine affection or if it’s a strategic move to leverage their reality TV fame. While it’s hoped that they pursue this relationship with sincerity, the specter of publicity-seeking looms large, particularly if they seek to cultivate storylines scripted for upcoming 90 Day installments.
With their shared American citizenship, the likelihood of their relationship becoming a central narrative thread in future 90 Day Fiancé series remains uncertain; however, productions in this genre are unpredictable, often altering course based on audience interest.
Viewers can look forward to further updates when part 5 of the 90 Day: The Last Resort Tell All airs on April 28 on TLC.